（-）-7-Isopropyl-cis-l-amino-2-indanol, a key chiral auxiliary and ligand in the highly stereo-selective asymmetric 6π- azaelectrocyclization, has been prepared previously by two methods. Each however involved using...（-）-7-Isopropyl-cis-l-amino-2-indanol, a key chiral auxiliary and ligand in the highly stereo-selective asymmetric 6π- azaelectrocyclization, has been prepared previously by two methods. Each however involved using of one extreme condition, i.e. high temperature or high pressure, for the respective reaction. A modified reaction route employed mild condition for synthesis was presented in this report.展开更多
(3R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-phe...(3R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-phenylmenthyl glyoxylate followed by inversion of C3-hydroxyl group and Sharpless asymmetric dihydroxylation with simultaneous cyclization to give lactone 5. Then protection of C3-hydroxyl group and oxidation of the C6-primary hydroxyl group which reacted with Wittig reagent to yield the target compound 4.展开更多
文摘（-）-7-Isopropyl-cis-l-amino-2-indanol, a key chiral auxiliary and ligand in the highly stereo-selective asymmetric 6π- azaelectrocyclization, has been prepared previously by two methods. Each however involved using of one extreme condition, i.e. high temperature or high pressure, for the respective reaction. A modified reaction route employed mild condition for synthesis was presented in this report.
文摘(3R,5R)-3-((tert-Butyldimethylsily)oxy)-5-((Z)-2-bromovinyl)-tetrahydro-furan-2-one, an intermediate for the synthesis of Fostriecin was achieved by intramolecular asymmetric induction in propene addition of (-)-8-phenylmenthyl glyoxylate followed by inversion of C3-hydroxyl group and Sharpless asymmetric dihydroxylation with simultaneous cyclization to give lactone 5. Then protection of C3-hydroxyl group and oxidation of the C6-primary hydroxyl group which reacted with Wittig reagent to yield the target compound 4.
